A borough-core colonial or twin has real thermal mass, original windows (or replacements of varying quality), and cast-iron radiators sized for a colder era — its heat load is often far smaller than the ancient oil boiler in the basement suggests. Size to the radiation and the load, and the replacement runs long, efficient cycles; size to the old nameplate, and you get short-cycling and wasted fuel.
The post-war ranches, split-levels, and townhomes are the opposite detailing exercise: less mass, more glass, finished basements and additions the original unit never knew about. Those need the load calc to include the actual envelope — and the condensate drain routing for a condensing unit deserves planning, not improvisation, given the January freeze-ups this area sees. Either way: the house determines the size, not the old boiler.